Reaction of carbamoyl derivatives of 4- and 5-hydroxyl-aminothiazolidine-2-thiones and 4-hydroxylaminoimid-azolidin-2-one with methyl chloroformate. Properties of substituted 1,2,4-oxadiazolidine-3,5-diones

Abstract

Acylation with methyl chloroformate of N-monocarbamoyl derivatives of 4- and 5-hydroxylaminothiazolidin-2-thione and 4-hydroxylaminoimidazolidin-2-one, depending on their structure and the reaction conditions, leads either to N,O-bisacylhydroxylamines or to their intramolecular cyclization products, the substituted 1,2,4-oxadiazolidine-3,5-diones which, on decarboxylation, may convert into the corresponding 4- and 5-carbamoyliminothiazolidine-2-thiones.